Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Greenwood, MS | Chicago (Union Station), IL | Cheapest | ||||
| Train | Greenwood, MS | Chicago (Union Station), IL | Fastest | ||||
| Train | Greenwood, MS | Chicago (Union Station), IL | No tags | ||||
| Train | Greenwood, MS | Chicago (Union Station), IL | No tags | ||||
| Train | Greenwood, MS | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 4:50 PM CST.
Get from Greenwood to Chicago
The journey takes about 17 hours 23 minutes, and with fares starting at just $182, it presents an excellent value for a comfortable ride.
Train companies
Based on 5638 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $182
Frequently asked questions about travelling from Greenwood, MS, US to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Greenwood to Chicago?
The cheapest train tickets from Greenwood to Chicago start at $182. The average price for this train route is around $252. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Greenwood to Chicago?
The average train trip from Greenwood to Chicago takes 17h 23m and covers 957 km. The quickest train gets you there in 13h 37m and is operated by Amtrak.
Which train operators serve the Greenwood to Chicago route?
Several major train operators serve this route, with 2 trains available per day.
What are the earliest and latest departure times for the train from Greenwood to Chicago?
The earliest train from Greenwood to Chicago departs at 7:37pm. The latest train departs at 7:38pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Greenwood, MS, US to Chicago was searched and found on Dec 10, 2025 with a price of $146To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Greenwood, MS, US to Chicago, as early as possible.
You can expect to pay from $146 to $709 for a train ticket from Greenwood, MS, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $215 which is on 2025-12-14.
